Chester
Travel Guide



Visit Chester

Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is S$148 per night from 17 Nov to 18 Nov
S$148
17 Nov - 18 Nov
includes taxes & fees
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (2,062 reviews)
"Beautiful inns. Well maintained. Walking distance to the heart of Annapolis."
Reviewed on 7 Nov, 2026

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is S$151 per night from 6 Dec to 7 Dec
S$151
6 Dec - 7 Dec
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,010 reviews)
"A very beautiful peaceful place to unwind . Staff very friendly ,parking lot was well lit , bed was so comfortable. Definitely will stay there again I would rate it a 5 star plus !"
Reviewed on 7 Nov, 2026

Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
The price is S$120 per night from 29 Nov to 30 Nov
S$120
29 Nov - 30 Nov
includes taxes & fees
Stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
200 59th Street on the Bay Ocean City MD
Stay at this aparthotel in Ocean City. Enjoy free Wi-Fi, an outdoor pool and a fitness centre. Our guests praise the helpful staff in their reviews. Popular ...
7.4/10 Good! (1,331 reviews)
"I would've given the resort a 5 but it was unusually cold last night and the heat was not turned on. Patricia at the front desk was very friendly and professional. I would visit there again."
Reviewed on 22 Oct, 2026

Shore Point Cottages
9543 Stephen Decatur Hwy Berlin MD
Stay at this cottage in Berlin. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...

Ocean Terrace Family Apartments
1211 Baltimore Avenue Ocean City MD
Stay at this apartment in Ocean City. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Ocean City Boardwalk and Ocean City Beach are located ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Chester attractions
Things to do

St. Michaels: 2-Hour Relaxing Chesapeake Sail on Epiphany
S$345
per adult

St Michaels Ghost Tour: Shadows, Specters, & Scandal
S$41
per adult

St. Michaels: 2-Hour Wine Tasting Cruise on Epiphany
S$381
per adult

St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty
S$203
per adult
100% of travellers recommend

2 Hour Chesapeake Day Sail on Catamaran Epiphany
S$313
per adult

2-Hour Relaxing Chesapeake Day Sail on Lady Patty
S$204
per adult
100% of travellers recommend
